
Mansion holiday rentals in Upper Marlboro
Find and book unique mansions on Airbnb
Top-rated mansion rentals in Upper Marlboro
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Chesapeake Waterfront-Fire Pit- Hot Tub-Pier
There's nothing like being directly on the water! Relax and rejuvenate in this Chesapeake waterfront estate home which includes private pier, hot tub and fire pit. Crab or fish off the pier or take the kayak out to see the Chesapeake bay wildlife. Try out paddle boarding! Sit around the fire pit at night or watch the stars at night while soaking in the hot tub. Cook wonderful meals in our well-equipped kitchen. Or try some our local restaurants. Great place for families or multi family groups.

Annapolis Area Waterside Retreat
This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
*PLEASE READ OUR LISTING AND HOUSE RULES IN, PRIOR TO BOOKING OUR HOME. SEASONAL POOL/ HOT TUB DATES* Welcome to your beautiful and spacious home away from home! Featuring 4 beautifully decorated bedrooms and 2.5 bathrooms, each designed with comfort and style in mind. Relax in our spacious living areas, take a plunge in the pool & hot tub or lounge by the fire pit in the huge backyard! Experience luxury and comfort in our beautiful home and make unforgettable memories with your loved ones!

Remedy Cottage
Welcome to Remedy Cottage, a place that holds deep sentimental significance for our family. It is a split foyer, two levels with steps leading in each direction from the foyer. It was built in 1978, every inch was renovated in 2022, featuring a brand new kitchen appliances. The interior boasts a modern farmhouse and minimalist design. This location is ideal for visitors to the nation's capital, the NSA, Andrews Air Force Base, and a short driving distance to three major airports in the area.

Renovated townhome Home, 15 mins from Downtown DC
This recently renovated townhome is tucked in a private residential setting but less than 5 minutes away from the Washington, DC beltway. It consists of 4 beautifully furnished bedrooms & 3.5 baths. Hardwood flooring, a Chef-inspired kitchen, and a deck give this home its charm. It is located in a family-friendly community with convenient parking, bike trails, playgrounds for kids, and picnic areas. Restaurants and major store outlets are nearby. This home is perfect for group travelers.

Luxury Modern Home on Water+Hotub- Annapolis 25min
Waterside mid-century modern home, perfectly appointed. Join with colleagues, family, and friends. Paddleboard, roast marshmallows, watch fireworks, take a hot tub or team building. Our "Flight Deck" is perfect for meetings and retreats. Breathtaking, peaceful grounds with an abundance of space. Approximately 2800 SF sits on a 3/4 acre property - perfect for lawn games and zip lining. 20x20 furnished deck + dock Mayo Beach and Beverly Triton 1 mile away. Within an hour of the DMV

Modern 3-Level Stay| Hot Tub | Game Room | Parking
Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

Modern Escape | Near DC, Dining & Entertainment!
Discover the perfect blend of comfort and convenience! This stylish home is perfect for group trips, family getaways, or a relaxing retreat. Just minutes from FedExField, home of the Washington Commanders, and a quick Metro ride to downtown D.C., National Harbor, and Nats Park. Shop and dine at Woodmore Towne Centre, catch a movie at AMC Theatres, explore Watkins Regional Park, or enjoy top equestrian events at Prince George’s Equestrian Center. Unbeatable location—book now!

5-BR Home near DC Metro -Free Parking/Full Kitchen
RARE FIND — Main-Level Bedroom & Bath with No Steps! Welcome to your stylish D.C. retreat! This fully renovated 5-bedroom, 4-bathroom home offers 3,500 sq ft of open-concept living, just 3 minutes from the Metro and 10 minutes from the White House. Enjoy free street parking. Perfect for families or business travelers with a main-floor bedroom, chef’s kitchen, double living rooms, fast Wi-Fi, and smart TVs. Book your stay today and experience D.C. in comfort and style.

*Brand New | Modern | Lux 4 BR | Huge | 24 m to DC
Dee's Lounge will offer you the ULTIMATE perfect stay! Indulge in a luxurious and refined experience that is sure to leave you feeling refreshed, relaxed, and rejuvenated! This space is designed to make you feel like you've escaped your everyday life. Whether it's a girl trip, family time or hanging with your friends, you are sure to have an amazing time! We are readily available to accommodate your needs and make sure that you enjoy your time here!

5 BEDR, Inground Pool+Billiard Table, Close To D.C
Enjoy the comfort of this fully remodeled, beautifully decorated single family home. This home is located within minutes of National Harbor Waterfront, MGM, Tanger outlets, many restaurants and shops, and only 20 minutes from Washington DC and 20 minutes away from DCA - Ronald Reagan Washington National Airport. The home is built on half an acre of land, with a brand new in-ground pool in the backyard for enjoyment in the summer months.

Beach Home | King Bds | Firepit | Backyard Dining
Welcome to A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.
Popular amenities for Upper Marlboro mansion rentals
Luxury mansion rentals

Annapolis waterfront, private pier with kayaks

Eastport Haven House

Crestwood House I Lux-Kingbd-EnSuite/PrvYard-DCA

The Royal Estate

Entire family size house steps to ANC & metro walk

Charming Annapolis Water View Home

Peaceful Waterfront Getaway

Away at the Bay: New Home on the Chesapeake Bay!
Pet-friendly mansion rentals

Modern Spatious Home Near DC

Glen Burnie Escape

Spacious 5 BR Home Close to DC

Getaway by the Bay

Large, Luxurious, Modern Home in central DC

Spacious relaxing home by DC, CP, woods & lake

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC

Victorian Townhouse old town Alexandria
Mansion rentals with a pool

Luxury Farmette -Private & Secluded-1hr to DC

Punch Point boasts a sandy beach w/ pool and pier

Vanishing Run Retreat with Pool

*NEW* Huge 5Br Entertainment Retreat, Near DC

Large Home with Private Pool, Gym, Sauna, 7 Bedroo

Crow's Nest Cottage: Chesapeake Bay View*HOT TUB*

5BD no. Nat'l Harbor, MD, DC & VA w/yard Oasis

Tranquility on Tilghman Island – Wide Water Views
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Georgetown Waterfront Park
- Washington Monument
- Patterson Park
- National Harbor
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America
- The Pentagon
- Johns Hopkins University




